$108 Find Cheap Flights from Philadelphia to Grand Cayman

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Philadelphia to Grand Cayman departing on 11/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Grand Cayman

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Philadelphia to Grand Cayman, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Philadelphia to Grand Cayman, as well as popular online travel agencies
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Flight Deals

Book Cheap Philadelphia to Grand Cayman Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Philadelphia to Grand Cayman that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Philadelphia to Grand Cayman

Sat, Jul 4 - Sat, Jul 11
United Airlines Logo
6:00 am - 3:10 pm
PHL
-
GCM
10h 10m
2 stops
United Airlines Logo
1:50 pm - 12:57 am
GCM
-
PHL
10h 07m
1 stop
$321United Airlines
Thu, Oct 29 - Mon, Nov 2
United Airlines Logo
8:15 am - 3:30 pm
PHL
-
GCM
8h 15m
1 stop
United Airlines Logo
5:45 pm - 12:25 pm
GCM
-
PHL
18h 40m
2 stops
$326United Airlines
Mon, Jun 15 - Sat, Jun 27
United Airlines Logo
6:15 am - 12:30 pm
PHL
-
GCM
7h 15m
1 stop
United Airlines Logo
4:15 pm - 9:45 am
GCM
-
PHL
16h 30m
1 stop
$346United Airlines
Sat, Jul 4 - Sat, Jul 11
United Airlines Logo
6:00 am - 3:35 pm
PHL
-
GCM
10h 35m
2 stops
United Airlines Logo
1:50 pm - 12:57 am
GCM
-
PHL
10h 07m
1 stop
$369United Airlines
Sun, Sep 6 - Mon, Sep 14
Air Canada Logo
4:20 pm - 11:25 am
PHL
-
GCM
20h 05m
1 stop
Air Canada Logo
12:25 pm - 10:46 pm
GCM
-
PHL
9h 21m
1 stop
$415Air Canada
Fri, Sep 11 - Mon, Sep 14
Air Canada Logo
4:20 pm - 11:30 am
PHL
-
GCM
20h 10m
1 stop
Air Canada Logo
12:25 pm - 3:41 pm
GCM
-
PHL
26h 16m
1 stop
$417Air Canada
Fri, Sep 4 - Sat, Sep 12
Air Canada Logo
10:05 am - 9:45 am
PHL
-
GCM
24h 40m
2 stops
Air Canada Logo
12:25 pm - 10:46 pm
GCM
-
PHL
9h 21m
1 stop
$418Air Canada
Tue, Aug 25 - Sat, Aug 29
Air Canada Logo
3:25 pm - 11:25 am
PHL
-
GCM
45h 00m
2 stops
Air Canada Logo
10:40 am - 10:09 am
GCM
-
PHL
22h 29m
1 stop
$419Air Canada
Fri, Sep 11 - Mon, Sep 14
Air Canada Logo
3:25 pm - 11:30 am
PHL
-
GCM
21h 05m
2 stops
Air Canada Logo
12:25 pm - 9:45 am
GCM
-
PHL
20h 20m
1 stop
$420Air Canada
Fri, Sep 4 - Sat, Sep 12
Air Canada Logo
10:05 am - 9:45 am
PHL
-
GCM
24h 40m
2 stops
Air Canada Logo
12:25 pm - 2:47 pm
GCM
-
PHL
25h 22m
2 stops
$422Air Canada
Booking Insights

KAYAK's insights & trends for Philadelphia to Grand Cayman flights

Get data-powered insights and trends into flights from Philadelphia to Grand Cayman to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest time of day to fly to Grand Cayman?

The average price for all round-trip flights from Philadelphia to Grand Cayman depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Grand Cayman is generally in the morning, when round-trip flights cost $645 on average. The most expensive time of day to fly to Grand Cayman is generally in the morning, which is peak travel time and where the average cost of a ticket is $645.

Can I save money by flying with a layover from Philadelphia to Grand Cayman?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $629, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Philadelphia to Grand Cayman?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Philadelphia to Grand Cayman, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Philadelphia to Grand Cayman is December, when tickets cost $185 (return) on average. On the other hand, the most expensive months are October and November, when the average cost of round-trip tickets is $540 and $520 respectively.

How far in advance should I book a flight from Philadelphia to Grand Cayman?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Philadelphia to Grand Cayman, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Philadelphia to Grand Cayman, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 1 week before departure.

Good to know

Low seasonSeptember
Cheapest flight$121
Best time to beat the crowds but there is an average 6% increase in price.
Most popular time to fly and prices are also 46% lower on average.
Flight from Philadelphia to George Town

FAQs - booking Grand Cayman flights

  • How does KAYAK find such low prices on flights from Philadelphia to Grand Cayman?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Philadelphia to Grand Cayman.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Philadelphia to Grand Cayman?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Philadelphia to Grand Cayman is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Philadelphia to Grand Cayman?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Philadelphia to Grand Cayman with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Philadelphia to Grand Cayman?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Philadelphia to Grand Cayman up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 4 airlines serving from Philadelphia to Grand Cayman

 
See real verified KAYAK customer reviews for airlines flying from Philadelphia to Grand Cayman. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Philadelphia to Grand Cayman? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4264 reviews
8.6Crew
7.5Entertainment
8.0Comfort
7.0Food
8.1Boarding
Airline reviews

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

4.0 OkayAnonymous, May 2026
MDW - LAX
Read more Southwest reviews

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

No gluten free snacks. Seats felt worn or bare bones even though it was a new 737 MAX 8.

One major problem that was very unprofessional and uncalled for. Plane landed and we had to wait 20 minutes to get off the plane since they were waiting for someone to come to the gate to drive the jetway. Southwest couldn't have someone available and waiting for the plane to land? Is there only one person in Hobby airport who knows to drive the jetway? Was he at lunch? In the bar? Uncomfortable and uncalled for!

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

I'm glad it wasn't only 75% full because I could get a good seat

if I was good. Not happy that I have to pay extra money to get the seat I need for lake room, but I guess that’s a sign of the times.

Seats were very comfortable. They tilted back. Drinks and snacks were free and served 3 times. Attendants were awesome.

Plane was clean and comfortable. Flight attendants and gate staff were professional, friendly and efficient. Boarding and deplaning were orderly and efficient. All in all, the typical excellent Southwest experience.

Truly terrible. Will never willingly fly southwest again. Seats are worse than before they switched to assigned seating. One flight attendant was the opposite of helpful (rude, unhelpful, dismissive, and as my stranger seatmate said unprompted: a total prick). This caused me, 15 minutes into the flight, to book an alternate return flight home on a competing airline (first class 1.2k purchase instead of my existing planned flight) just so I would not have to ever be on that aircraft, with that terrible service person, with those horrific seats ever again.

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

Clean planes and not take my comfort class seat away.

The crew were efficient. The pilots seemed professional. It was a bit chilly in our seats. The sheet provided weren’t very helpful.

Weather caused a long delay, but the efficiency and updates from the pilot were helpful. We were able to make our connection fortunately.

Planes were clean, no water or snacks on either flight.

Free & relatively fast Wi-Fi. Would've liked a wider drink selection.

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

The Boarding process was great. Particularly since my wife and I require assistance. The flight attendants were amazing. We travel frequently; they honestly were a cut above. 😀

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

It was fine for what it was. It’s not luxury travel but it was efficient, for the most part. Having my carry-on transferred into luggage however, was unwelcome.

We had better-than-average leg room and I loved the access to shows and movies. During boarding, we could not hear the agent even though we were close to the boarding door, which was kind of scary when we realized that half of the passengers had already boarded. Also, the entertainment was awesome, but I could not hear the movie as well as I would have liked, because my headphones were crappy. It would have been better if I could connect my own ear buds via Bluetooth or if JetBlue provided headphones.

On time, friendly attendants, quick wheelchair assistance and help checking in bags. Also appreciated change in seats, more forward to make it easier for my 97 year old mother to board and exit the plane. Thank you, JetBlue!

Flight did not have onboard charging and TV screen flickering.

I was seated next to an autistic child who was out of control and had a child behind me kicking my seat for most of the trip. I will never fly JetBlue again. Ever. I don't care how cheap it is. It's terrible.

Boarding process was terrible. No assigned seat until the gate, then a long line to get seat assignment.

This was the first flight I've taken since pre-pandemic. I was pleased with how orderly the boarding and disembarking went. The seats were comfortable. I loved that there was no "first class'. The attendants and passengers I met were all very friendly and welcoming.

Boarding was easy. Provided drinks and snacks. Good aircraft and staff

Not very happy because of the long delaying which causes our luggages were not on the connection flight and nearly missed our connection flight.

JetBlue was good. Kayak offered us a deal if we bundled the rental car. This was a complete scam. Kayak said the total was $222... but when we went to pick up the car the agent at Rent a wreck said that we had to pay "fees and taxes" for a grand total of $750. I would recommend not using kayak or rent a wreck. They are both complicit in this scam. JetBlue worked out well.

Fine. Nothing to write home about. The plane left on time, and arrived on time.

Flight left early and arrived 30 MINUTES early at the destination. Smooth trip.

Flight was 3 hours delayed. They gave our plan to two other routes. Need to knock that off.

The flight was on time and the landing was very smooth. The crew and flight attendants were all very friendly and professional.

Plane was super cold. No entertainment unless you were with mileage program Getting off the plane was super slow

I appreciate that I finally got the seat I paid extra for this time. Thank you

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

It would have been nice if American tried to care.

Delayed initially because they couldn’t print the flight details. Poor instruction on delay. When I got on the plane the flight attendant argued with me about whether my carry on would fit (it did, although she didn’t acknowledge that). No greeting (other than arguing with me) getting on or off the plane.

Beverage service was not good. Also just one service in 5 hr 30 min flight. No ask fir water ir anything beside one time beverage service.

Everything you need to know for your flight to Grand Cayman

Information on your arrival and departure airports